AI Training Finance Specialist (Remote, Flexible)

Sacbar; Northern (KY); Hybrid; USD 83,000 - 124,000; Full time

Benefits offered by this job

Remote work

Flexible schedule

PayPal & AirTM payments

Free access to leading LLMs

Job summary

Outlier is seeking personal finance experts to design realistic scenarios and critique AI-generated plans from a fully remote, flexible schedule.

You will evaluate AI outputs to ensure high standards of accuracy and sound reasoning, shaping frontier AI for real-world financial decision-making. Ideal for experienced professionals offering individual client services on a freelance basis.

Qualifications

• Personal tax—preparing individual returns, planning, capital gains, self-employment taxes.
• Investments and retirement—advising portfolios, accounts (401(k), IRA, Roth).
• Financial planning—budgeting, cash flow, debt, goals.
• Estate planning (non-attorney)—estate, gift tax, trusts, fiduciary accounting.
• Debt & life events—student loans, mortgage refinance, credit-card payoff, 529/college planning.
• Equity comp & self-employed finances—RSUs, stock options, ESPP, freelance cash-flow.

Responsibilities

• Design and solve complex, real-world client scenarios to train AI in expert personal financial planning.
• Critique AI-generated deliverables for accuracy and sound reasoning, ensuring outputs meet client standards.

Skills

Personal tax

Investments & retirement

Financial planning

Estate planning

Debt & life events

Equity comp & self-employed finances

Job description

Outlier is seeking personal finance experts to design realistic scenarios and critique AI-generated plans from a fully remote, flexible schedule.

You will evaluate AI outputs to ensure high standards of accuracy and sound reasoning, shaping frontier AI for real-world financial decision-making. Ideal for experienced professionals offering individual client services on a freelance basis.